Compound Detail

CHEMBL2178604

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Nc1nc(N)c2nc(CNc3ccc(C(=O)N4CCC(C(=O)O)CC4)cc3)cnc2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2178604
Phase	Preclinical
Structure Type	MOL
InChI Key	BRALFIYXTYQKRH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

422.4

MW (Da)

1.13

ALogP

HBA

HBD

173.2

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 5 meas. best 6.22

Ki 4 meas. best 6.23

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dihydrofolate reductase CHEMBL202	Ki	6.23	5.615	590.0	2
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL4614	IC50	6.22	6.22	600.0	1
Dihydrofolate reductase-thymidylate synthase CHEMBL5229	IC50	5.86	5.86	1380.0	1
Pteridine reductase, putative CHEMBL5228	IC50	5.76	5.76	1720.0	1
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL4614	Ki	5.4	5.4	4000.0	1
Pteridine reductase 1 CHEMBL6194	Ki	5.38	5.38	4170.0	1
Pteridine reductase 1 CHEMBL6194	IC50	4.64	4.64	22860.0	1
Dihydrofolate reductase CHEMBL202	IC50	4.35	4.35	45000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dihydrofolate reductase	Ki	=	590.0	nM	6.23	Inhibition of human DHFR by spectrophotometric analysis	22946585
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	600.0	nM	6.22	Inhibition of recombinant Leishmania major DHFR-TS expressed in Escherichia coli...	35675511
Dihydrofolate reductase-thymidylate synthase	IC50	=	1380.0	nM	5.86	Inhibition of recombinant Trypanosoma brucei DHFR-TS expressed in Escherichia co...	35675511
Pteridine reductase, putative	IC50	=	1720.0	nM	5.76	Inhibition of recombinant Trypanosoma brucei PTR1 expressed in Escherichia coli ...	35675511
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	4000.0	nM	5.4	Inhibition of Leishmania major DHFR assessed by NADPH oxidation measured by spec...	33187806
Pteridine reductase 1	Ki	=	4170.0	nM	5.38	Inhibition of Leishmania major PTR1 by spectrophotometric assay	22946585
Dihydrofolate reductase	Ki	=	10000.0	nM	5.0	Inhibition of human DHFR assessed by NADPH oxidation measured by spectrophotomet...	33187806
Pteridine reductase 1	IC50	=	22860.0	nM	4.64	Inhibition of recombinant Leishmania major PTR1 expressed in Escherichia coli BL...	35675511
Dihydrofolate reductase	IC50	=	45000.0	nM	4.35	Inhibition of recombinant human DHFR expressed in Escherichia coli BL21 (DE3) ce...	35675511

PubMed	DOI	Target Context	# Activities
35675511	10.1021/acs.jmedchem.2c00232	ADMET	4
35675511	10.1021/acs.jmedchem.2c00232	Dihydrofolate reductase	1
35675511	10.1021/acs.jmedchem.2c00232	A549	1
35675511	10.1021/acs.jmedchem.2c00232	786-0	1
35675511	10.1021/acs.jmedchem.2c00232	Cytochrome P450 3A4	1
35675511	10.1021/acs.jmedchem.2c00232	Cytochrome P450 2D6	1
35675511	10.1021/acs.jmedchem.2c00232	Cytochrome P450 2C19	1
35675511	10.1021/acs.jmedchem.2c00232	Cytochrome P450 2C9	1
35675511	10.1021/acs.jmedchem.2c00232	Cytochrome P450 1A2	1
35675511	10.1021/acs.jmedchem.2c00232	Voltage-gated inwardly rectifying potassium channel KCNH2	1
22946585	10.1021/jm300563f	Thymidylate synthase	1
35675511	10.1021/acs.jmedchem.2c00232	Bifunctional dihydrofolate reductase-thymidylate synthase	1
35675511	10.1021/acs.jmedchem.2c00232	Dihydrofolate reductase-thymidylate synthase	1
35675511	10.1021/acs.jmedchem.2c00232	Pteridine reductase 1	1
35675511	10.1021/acs.jmedchem.2c00232	Pteridine reductase, putative	1
33187806	10.1016/j.ejmech.2020.112986	Dihydrofolate reductase	1
33187806	10.1016/j.ejmech.2020.112986	Bifunctional dihydrofolate reductase-thymidylate synthase	1
22946585	10.1021/jm300563f	Pteridine reductase 1	1
22946585	10.1021/jm300563f	Dihydrofolate reductase	1
22946585	10.1021/jm300563f	Unchecked	1

Data from ChEMBL 36 via Core Engine